4-Toluenesulfonyl chloride → 2H-Pyran, 2-(5-hexenyloxy)tetrahydro-

HRID 1494115노트

반응식

HRID 1494115 반응식
[CH2:1]([OH:7])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].[O:8]1[CH:13]=[CH:12][CH2:11][CH2:10][CH2:9]1.C1(C)C=CC(S(Cl)(=O)=O)=CC=1>O1CCCC1.CCOCC>[O:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[O:7][CH2:1][CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6]

참가 물질

6

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 80803,4-dihydro-2H-pyranHCID 699635-Hexen-1-ol

생성물 1

HCID 111830362H-Pyran, 2-(5-hexenyloxy)tetrahydro-

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 8.5 g 5-hexen-1-ol in 100 mL tetrahydrofuran is added 14 mL dihydropyran followed by 0.5 g p-toluenesulfonyl chloride. The mixture is stirred at room temperature for 18 hours and then diluted with ether. The mixture is then washed with saturated aqueous sodium bicarbonate, dried, filtered and evaporated. The resulting oil is chromatographed over silica gel using hexane/ether (18:1) as eluent to give 6-(2-tetrahydropyranyloxy)-hex-1-ene; NMR (CDCl3): delta 5.85 (m,1H), 4.6 (brs,1H).

후처리

  1. washThe mixture is then washed with saturated aqueous sodium bicarbonate
  2. customdried
  3. filtrationfiltered
  4. customevaporated
  5. customThe resulting oil is chromatographed over silica gel

출처 및 근거

ORD 기록
ord-01e4048ab9df4e4b847f85ac340b47b8
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05025025

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